4-([1,1'-biphenyl]-4-ylsulfonyl)-2,7-dihydroxy-5-methylcyclohepta-2,4,6-trien-1-one

ID: ALA4514258

PubChem CID: 132051012

Max Phase: Preclinical

Molecular Formula: C20H16O5S

Molecular Weight: 368.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c(=O)c(O)cc1S(=O)(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C20H16O5S/c1-13-11-17(21)20(23)18(22)12-19(13)26(24,25)16-9-7-15(8-10-16)14-5-3-2-4-6-14/h2-12H,1H3,(H2,21,22,23)

Standard InChI Key:  GYBAHBZEWJIVDC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.6444   -5.3243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6485   -4.5071    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.9387   -4.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3006   -3.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8179   -3.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6412   -2.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9027   -1.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1610   -2.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9701   -3.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4783   -3.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1134   -4.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5284   -1.7968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9122   -1.1496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2883   -1.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4631   -4.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8062   -5.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6198   -5.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0868   -4.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7344   -3.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9219   -3.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8978   -4.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2462   -5.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0599   -5.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5260   -4.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1727   -4.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3601   -4.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 10  1  0
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  6 14  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4514258

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 368.41

Molecular Weight (Monoisotopic): 368.0718

AlogP: 3.27

#Rotatable Bonds: 3

Polar Surface Area: 91.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.63

CX Basic pKa: ┄

CX LogP: 3.59

CX LogD: 3.57

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -0.56

References

1. Berkowitz AJ, Franson AD, Gazquez Cassals A, Donald KA, Yu AJ, Garimallaprabhakaran AK, Morrison LA, Murelli RP..  (2019)  Importance of lipophilicity for potent anti-herpes simplex virus-1 activity of α-hydroxytropolones.,  10  (7): [PMID:31391890] [10.1039/C9MD00225A]

Source

Source(1):

• Scientific Literature